CAS: 883-44-3; 2-(3-Hydroxypropyl)Isoindoline-1,3-Dione

该化合物是有机合成的多功能中间体,其特征是异硫醇-1,3-二one核心,与三氢丙基丙基替代体相配.该化合物由于其反应性氢氧基组,有利于进一步衍生,在制药和聚合化学方面特别宝贵.其硬性等离子骨骨气能够增强稳定性,使其适合需要坚实结构完整性的应用.该化合物平衡的盐度和亲脂性提高了各种溶剂的溶性,有助于合成过程.它通常被用于制作生物活性分子,抗药剂和特殊聚合物,而精确的功能组装配至关重要.其合成的效用和可靠性使开发先进材料和药品的研究人员更愿意选择.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号85-44-9 苯酐 | CAS号156-87-6 3-氨基丙醇 | CAS号1074-82-4 邻苯二甲酰亚胺钾盐 | CAS号627-30-5 3-氯-1-丙醇 | CAS号4409-98-7 邻苯二甲酸二钾盐 | CAS号627-18-9 3-溴-1-丙醇 | CAS号22509-74-6 N-乙氧羰基邻苯二甲酰亚胺 | CAS号627-32-7 3-碘-1-丙醇 | CAS号5460-29-7 N-(3-溴丙基)邻苯二甲酰亚胺 | CAS号5460-29-7 N-(3-溴丙基)邻苯二甲酰亚胺 | CAS号3339-73-9 3-邻二甲酰亚氨基丙酸 | CAS号17415-87-1 benzyl N-[3-(1,... | CAS号2436-29-5 3-邻苯二甲酰亚胺丙醛 | CAS号115306-79-1 Methanesulfonyl... | CAS号83708-38-7 1H-Isoindole-1,... | CAS号42251-84-3 N-(3-氯苯基)邻苯二甲酰亚胺 | CAS号53932-60-8 2-Pentenoicacid... | CAS号5457-29-4 2-(3-碘丙基)异吲哚啉-1,3-二酮

合成工艺路线路线简述

  • 2436-29-5 = 883-44-3
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Tetrahydrofuran,Hexane; 5 Min,-78 °C1.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Chemoselective Electrosynthesis Using Rapid Alternating Polarity
    作者:Kawamata,Yu; Et Al
    参考文献:Chemrxiv 日期:2021 卷标:1 页码:1-13]

    156-87-6 = 883-44-3
    反应条件:1.1 Reagents: Triethylamine Solvents: Toluene; 3 H,125 °C
    标题:From In Vitro To In Cellulo: Structure-Activity Relationship Of (2-Nitrophenyl)Methanol Derivatives As Inhibitors Of Pqsd In Pseudomonas Aeruginosa
    作者:Storz,Michael P.; Et Al
    参考文献:Organic & Biomolecular Chemistry 日期:2014 卷标:12(32) 页码:6094-6104]

    1402581-06-9 = 883-44-3
    反应条件:1.1 Reagents: 1,3,5-Trimethoxybenzene Catalysts: Silver Hexafluoroantimonate Solvents: Dichloromethane; 2 H,40 °C
    标题:Silver(I)-Catalyzed Deprotection Of P-Methoxybenzyl Ethers: A Mild And Chemoselective Method
    作者:Kern,Nicolas; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2012 卷标:77(20) 页码:9227-9235]

    156-87-6 + 88-99-3 = 883-44-3
    反应条件:1.1 Catalysts: Niobium Oxide (Nb2O3) Solvents: Hexane,Water; Rt -> Reflux; 30 H,Reflux
    标题:Versatile And Sustainable Synthesis Of Cyclic Imides From Dicarboxylic Acids And Amines By Nb2O5 As A Base-Tolerant Heterogeneous Lewis Acid Catalyst
    作者:Ali,Ayub Md.; Et Al
    参考文献:Chemistry - A European Journal 日期:2014 卷标:20(44) 页码:14256-14260]

    156-87-6 = 883-44-3
    反应条件:1.1 Rt; 250 °C
    标题:Method For Obtaining N-Hydroxypropyl-Substituted Succinimide And Phthalimide
    作者:Gasanov,R. A.; Et Al
    参考文献:Kimya Problemlari Jurnali 日期:2005 卷标:(3) 页码:180-181]

    = 883-44-3
    反应条件:1.1 Reagents: Oxygen Catalysts: Triethylamine,Rose Bengal Solvents: Ethanol; 12 H,Rt
    标题:Visible-Light-Mediated Aerobic Oxidation Of Organoboron Compounds Using In Situ Generated Hydrogen Peroxide
    作者:Weng,Wei-Zhi; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(16) 页码:4979-4983]

    = 883-44-3
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Tetrahydrofuran,Hexane; 5 Min,-78 °C1.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Chemoselective Electrosynthesis Using Rapid Alternating Polarity
    作者:Kawamata,Yu; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2021 卷标:143(40) 页码:16580-16588]

    22509-74-6 + 343925-76-8 = 883-44-3
    反应条件:1.1 Solvents: Chloroform
    标题:Photochemistry Of The Phthalimide System. 23. Photocyclization Of N-Alkoxyalkylphthalimides With Favored δ-Hydrogen Abstraction: Syntheses Of Oxazolo[4,3-A]Isoindoles And Oxazolo[4,3-A]Isoindole-1-Spiro-1'-Cycloalkane Ring Systems
    作者:Sato,Yasuhiko; Et Al
    参考文献:Chemical & Pharmaceutical Bulletin 日期:1982 卷标:30(5) 页码:1639-45]

    2436-29-5 = 883-44-3
    反应条件:1.1 Reagents: 9-[(6,6-Dimethylbicyclo[3.1.1]Hept-2-Yl)Methyl]-9-Borabicyclo[3.3.1]Nonane Solvents: Tetrahydrofuran1.2 Reagents: Ethanolamine Solvents: Diethyl Ether
    标题:Synthesis Of Chirally Deuteriated Phthalimido-Propanols And Evaluation Of Their Absolute Stereochemistry
    作者:Prabhakaran,P. C.; Et Al
    参考文献:Journal Of The American Chemical Society 日期:1988 卷标:110(17) 页码:5779-84]

    22509-74-6 + 156-87-6 = 883-44-3
    反应条件:1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran; 6 H,Rt
    标题:Synthesis,Comfa Analysis,And Receptor Docking Of 3,5-Diacyl-2,4-Dialkylpyridine Derivatives As Selective A3 Adenosine Receptor Antagonists
    作者:Li,An-Hu; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1999 卷标:42(4) 页码:706-721]

    156-87-6 = 883-44-3
    反应条件:1.1 Reagents: Triethylamine Solvents: Toluene; 3 H,130 °C
    标题:New N-(Phenoxydecyl)Phthalimide Derivatives Displaying Potent Inhibition Activity Towards α-Glucosidase
    作者:Pascale,Rossana; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2010 卷标:18(16) 页码:5903-5914]

    1402581-06-9 = 883-44-3
    反应条件:1.1 Reagents: Tert-Butyl Bromide Solvents: Acetonitrile; 1.5 H,Reflux
    标题:Mild Deprotection Of Pmb Ethers Using Tert-Butyl Bromide
    作者:Rival,Nicolas; Et Al
    参考文献:Tetrahedron Letters 日期:2015 卷标:56(49) 页码:6823-6826]

    156-87-6 + 88-99-3 = 883-44-3
    反应条件:1.1 Solvents: Ethanol,Water; 8 Min,4600 Psi,361 °C
    标题:Rapid And Clean Synthesis Of Phthalimide Derivatives In High-Temperature,High-Pressure H2O/etoh Mixtures
    作者:Fraga-Dubreuil,Joan; Et Al
    参考文献:Green Chemistry 日期:2007 卷标:9(10) 页码:1067-1072]

    156-87-6 = 883-44-3
    反应条件:1.1 Reagents: Potassium Persulfate Solvents: Water; 10 Min,100 °C
    标题:A Metal-Free Approach For Transamidation Of Amides With Amines In Aqueous Media
    作者:Srinivas,Mahesuni; Et Al
    参考文献:Tetrahedron Letters 日期:2015 卷标:56(33) 页码:4775-4779]

    13325-10-5 = 883-44-3
    反应条件:1.1 Solvents: Toluene; 20 Min
    标题:Norcantharimide Analogues Possessing Terminal Phosphate Esters And Their Anti-Cancer Activity
    作者:Robertson,Mark J.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2011 卷标:19(18) 页码:5734-5741]

    627-18-9 + 1074-82-4 = 883-44-3
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 4 H,70 °C1.2 Solvents: Water; 70 °C
    标题:Direct Dehydroxytrifluoromethoxylation Of Alcohols
    作者:Jiang,Xiaohuan; Et Al
    参考文献:Angewandte Chemie 日期:2018 卷标:57(1) 页码:292-295]

    627-32-7 + 1074-82-4 = 883-44-3
    反应条件:1.1 Solvents: Dimethylformamide; 90 °C; 18 H,90 °C
    标题:αvβ3 Integrin-Targeting Arg-Gly-Asp (Rgd) Peptidomimetics Containing Oligoethylene Glycol (Oeg) Spacers
    作者:Rerat,Vincent; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2009 卷标:52(22) 页码:7029-7043]

    2242617-60-1 = 883-44-3
    反应条件:1.1 Reagents: Potassium Bifluoride Solvents: Methanol; 2 H,Rt2.1 Reagents: Oxygen Catalysts: Triethylamine,Rose Bengal Solvents: Ethanol; 12 H,Rt
    标题:Visible-Light-Mediated Aerobic Oxidation Of Organoboron Compounds Using In Situ Generated Hydrogen Peroxide
    作者:Weng,Wei-Zhi; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(16) 页码:4979-4983]

    = 883-44-3
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Diethyl Ether2.1 Solvents: Dimethylformamide
    标题:Synthesis Of Chirally Deuteriated Phthalimido-Propanols And Evaluation Of Their Absolute Stereochemistry
    作者:Prabhakaran,P. C.; Et Al
    参考文献:Journal Of The American Chemical Society 日期:1988 卷标:110(17) 页码:5779-84
3-邻苯二甲酰亚胺丙醛置于二异丁基氢化铝体系中,用 四氢呋喃,正己烷 作为反应溶剂,化学反应 0.08H,以73%的收率获得产物n-(3-羟丙基)酞亚胺
参考文献:使用快速交替极性的化学选择性电合成
标题:使用快速交替极性的化学选择性电合成
摘要:有机合成中选择性操纵官能团(化学选择性)的挑战历来通过使用与底物可调节相互作用的试剂/催化剂或通过修饰以屏蔽不需要的反应位点(保护基团)来克服.尽管电化学提供了精确的氧化还原控制以实现独特的化学选择性,但在存在多种氧化还原活性功能的情况下,这种方法通常变得具有挑战性.从历史上看,电合成几乎完全使用直流电(dc)进行.相比之下,众所周知,应用交流电 (Ac) 可以在分析规模上显着改变反应结果,但很少被战略性地用于复杂的制备有机合成.在这里,我们展示了如何使用方波来传递电流--快速交替极性(rap)--能够控制羰基化合物化学选择性还原中的反应结果,这是最广泛使用的反应流形之一.观测到的反应性不能使用直流电解或化学试剂来重现.这种控制化学选择性的新方法所带来的合成价值在手性辅助去除等经典反应问题和protac合成等前沿药物化学主题的背景下得到了生动的体现.
DOI:10.1021/jacs.1C06572

海关参考信息

专利信息


专利号:US-2005119332-A1
优先权日:1998-03-12
标 题 :Substituted thiophene compounds as modulators of protein tyrosine phosphatases (PTPases)
发明人:JEPPESEN LONE; ANDERSEN HENRIK S; OLSEN OLE H; JUDGE LUKE M; HOLSWORTH DANIEL D; BAKIR FARID; AXE FRANK U; GE YU
摘要:The present invention provides novel compounds of formula 1a, n nnovel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimer's disease and schizophrenia, and infectious diseases.

专利号:WO-9946244-A1
优先权日:1998-03-12
标题 :Modulators of protein tyrosine phosphatases (ptpases)
发明人:JEPPESEN LONE; ANDERSEN HENRIK SUNE; OLSEN OLE HVILSTED; JUDGE LUKE MILBURN; HOLSWORTH DANIEL DALE; BAKIR FARID; AXE FRANK URBAN; GE YU
权利人:NOVO NORDISK AS; ONTOGEN CORP
摘要:The present invention provides novel compounds, novel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimer's disease and schizophrenia, and infectious diseases.

专利号:US-2002165398-A1
优先权日:1998-03-12
标题:Modulators of protein tyrosine phosphatases (PTPases)
发明人:JEPPESEN LONE; ANDERSEN HENRIK SUNE; OLSEN OLE HVILSTED; JUDGE LUKE MILBURN; HOLSWORTH DANIEL DALE; BAKIR FARID; AXE FRANK URBAN; GE YU
摘要:The present invention provides novel compounds, novel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. n The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimers disease and schizophrenia, and infectious diseases.

专利号:EP-1062204-A1
优先权日:1998-03-12
标题 :Modulators of protein tyrosine phosphatases (ptpases)
发明人:JEPPESEN LONE; ANDERSEN HENRIK SUNE; OLSEN OLE HVILSTED; JUDGE LUKE MILBURN; HOLSWORTH DANIEL DALE; BAKIR FARID; AXE FRANK URBAN; GE YU
权利人:NOVO NORDISK AS; ONTOGEN CORP
摘要:The present invention provides novel compounds, novel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimer's disease and schizophrenia, and infectious diseases.

专利号:US-5561143-A
优先权日:1995-01-25
标题:Aliphatic amino bis-aryl squalene synthase inhibitors
发明人:GRONEBERG ROBERT A; REGAN JOHN R; NEUENSCHWANDER KENT W; SCOTESE ANTHONY C
权利人:RHONE POULENC RORER PHARMA
摘要:This invention relates to a class of novel aliphatic amino bis-aryl compounds containing at least four carbon atoms and an amino group either substituted thereon or incorporated therein and is further linked or bridged to two mono- and/or bicyclic rings. Compounds of this invention reduce levels of serum cholesterol in the body without significantly reducing mevalonic metabolite synthesis. This invention relates also to pharmacological compositions and method of treatment for lowering serum cholesterol levels using the compounds of this invention.

专利号:US-7388112-B2
优先权日:2003-05-23
标题 :Immunomodulation with novel pharmaceutical compositions
发明人:BURNS MARK R; MCVEAN MARALEE; KENNEDY KEVIN; YEUNG ARTHUR; DEVENS BRUCE H
权利人:MEDIQUEST THERAPEUTICS INC
摘要:The synthesis and use of a novel class of tumor necrosis factor (TNFα) inhibitors and immunomodulators are provided. Examples are those having the structures: n nwherein a, b and c are integers from 0 to 12, X equals NH or CHNH 2 , R 1 and R 2 each is a hydrogen or a C 1 to C 20 aliphatic; aliphatic amine; an alicyclic; aromatic; heterocycle; and halogenated forms thereof; andn n n n n n n n n n n n n wherein, a, b and c are integers from 0 to 12; R 1 , R 2 , R 3 , and R 4 each is a hydrogen or a C 1 to C 20 ; aliphatic amine; an alicyclic; aromatic; a heterocycle; and halogenated forms thereof.
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主要参考文献

[参考文献]: Anna W Pierwocha, Et Al. The Use Of Tri-O-Acetyl-D-Glucal And -D-Galactal In The Synthesis Of Omega-Aminoalkyl 2-Deoxy- And 2,3-Dideoxy-D-Hexopyranosides. Carbohydr Res. 2008 Oct 13;343(15):2680-6.

合成参考文献


摘要:Joosten, A.; Brioche, J., Science of Synthesis: Modern Strategies in Organofluorine Chemistry , (2024) 1, 24.
摘要:Joosten, A.; Brioche, J., Science of Synthesis: Modern Strategies in Organofluorine Chemistry , (2024) 1, 10.
摘要:Sasa, H.; Kita, Y.; Dohi, T., Science of Synthesis: Hypervalent Halogens in Organic Synthesis, (2025) .
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